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Heterocyclic Boron Acid Catalyzed Dehydrative Amidation of Aliphatic/Aromatic Carboxylic Acids with Amines

Bin Pan, Ding-Min Huang, Hao-Tian Sun, Sheng-Nan Song and Xian-Bin Su*

*State Key Laboratory of Material-Oriented Chemical Engineering and College of Chemical Engineering, Nanjing Tech University, Nanjing 210009, P. R. China, Email: davidsunjtech.edu.cn

B. Pan, D.-M. Huang, H.-T. Sun, S.-N. Song, X.-B. Sun, J. Org. Chem., 2023, 88, 2832-2840.

DOI: 10.1021/acs.joc.2c02515


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Abstract

A commercially available thianthrene boron acid catalyzes a versatile dehydrative amidation. The catalyst shows high catalytic activity to both aliphatic and less reactive aromatic carboxylic acid substrates, including several bioactive or clinical molecules with a carboxylic acid group.


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proposed mechanism



Key Words

amides


ID: J42-Y2023